7beta-Isopropenyl-3beta,10beta-dimethyl-3alpha-hydroxy-6,8,9-trihydronaphthalene

ID: ALA2271437

PubChem CID: 76334194

Max Phase: Preclinical

Molecular Formula: C15H22O

Molecular Weight: 218.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@@]2(C)C=CC(C)(O)C=C2C1

Standard InChI:  InChI=1S/C15H22O/c1-11(2)12-5-6-14(3)7-8-15(4,16)10-13(14)9-12/h7-8,10,12,16H,1,5-6,9H2,2-4H3/t12-,14+,15?/m1/s1

Standard InChI Key:  DUBVYZUXIZEVGS-JEIKQXNFSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    8.2792  -15.2666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6919  -14.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8744  -14.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6919  -13.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3972  -14.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3972  -13.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1025  -13.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0990  -14.5608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8011  -14.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5111  -14.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5146  -13.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8080  -13.3358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0952  -12.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2165  -14.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2119  -15.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9265  -14.5748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  2  1  0
  4  6  2  0
  2  5  1  0
  5  8  2  0
  7  6  1  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 13  1  1
 10 14  1  1
 14 15  2  0
 14 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271437

   (4aS,7R)-2,4a-dimethyl-7-prop-1-en-2-yl-5,6,7,8-tetrahydronaphthalen-2-ol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 218.34

Molecular Weight (Monoisotopic): 218.1671

AlogP: 3.62

#Rotatable Bonds: 1

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.08

CX LogD: 3.08

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.67

Np Likeness Score: 2.19

References

1. Zhu BC, Henderson G, Sauer AM, Crowe W, Laine RA..  (2010)  Structural requirements for repellency: norsesquiterpenes and sesquiterpenoid derivatives of nootkatone against the Formosan subterranean termite (Isoptera: Rhinotermitidae).,  66  (8): [PMID:20602525] [10.1002/ps.1956]

Source

Source(1):

• Scientific Literature